Category: 214614-81-0

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 214614-81-0, name is 4-Bromo-1-(2-hydroxyethyl)pyrazole, A new synthetic method of this compound is introduced below., Product Details of 214614-81-0

General procedure: To a solution of 4-bromo-1-(oxan-4-yl)-1H-pyrazole 26a (1.00 g, 4.33 mmol) and 4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (1.32 g, 5.19 mmol) in 10 mL of DMF was added potassium acetate (1.27 g, 12.98 mmol), followed by 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (177 mg, 0.22 mmol) under argon. The resulting mixture was stirred at 80 C for 10 h and then diluted with 40 mL of water. The mixture was extracted with EA (3 × 30 mL). The combined organic phase was washed with water (3 × 30 mL), brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was purified by silica gel column chromatography (EA/PE, 1:4) to afford 25c as white solid in 68% yield.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6804 – 6820;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 214614-81-0, These common heterocyclic compound, 214614-81-0, name is 4-Bromo-1-(2-hydroxyethyl)pyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a mixture of compound 17 (600 mg, 0.242 mmol) and compound 16 (600 mg, 0.926 mmol) was added 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-ol 18 (CAS Reg. No. 214614-81-0, 336 mg, 1.757 mmol) and K2CO3 (607 mg, 4.39 mmol) in dioxane (8 mL) and water (2.000 mL). Nitrogen gas was bubbled through the reaction mixture for 2 min. Then PdCl2(dppf)-CH2Cl2 adduct (154 mg, 0.188 mmol) was added. Nitrogen was bubbled into it for another 1 min. The reaction vessel was sealed and its contents were stirred at 80 C. for 5 h. The reaction mixture was cooled, diluted with ethyl acetate, and filtered. The filtrate was dried over Na2SO4 and concentrated. The crude product was purified by ISCO silica column (40 g), eluted with 20% MeOH in DCM, DCM gradient 0-40%. The desired fractions were concentrated to yield compound 19 (247 mg, 0.565 mmol, 45.0% yield). LCMS ESI: calculated for C23H27N7O3=438.2 (M+H+), found 438.1 (M+H+). 1H NMR (400 MHz, METHANOL-d4) delta 8.00 (s, 1H), 7.84 (s, 1H), 7.53 (d, J=8.1 Hz, 2H), 7.32 (d, J=8.1 Hz, 2H), 5.13 (s, 2H), 4.34 (t, J=6.6 Hz, 2H), 4.26 (s, 2H), 4.14 (s, 3H), 3.92 (t, J=5.4 Hz, 2H), 1.84-1.65 (m, 2H), 1.59-1.37 (m, 2H), 1.00 (t, J=7.5 Hz, 3H).

Statistics shows that 4-Bromo-1-(2-hydroxyethyl)pyrazole is playing an increasingly important role. we look forward to future research findings about 214614-81-0.

Application of 214614-81-0,Some common heterocyclic compound, 214614-81-0, name is 4-Bromo-1-(2-hydroxyethyl)pyrazole, molecular formula is C5H7BrN2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 22b (0.45g, 2.36mmol) and bis(pinacolato)diboron (0.718g, 2.83mmol) in DMF (2OmL), was added KOAc (0.694g, 7.08mmol). The mixture was 0 degassed with N2, stirred for 1 Omin and added Pd(dppf)Cl2 (58mg, 0.071 mmol). The mixture was degassed with N2 and stirred at 8O0C overnight. DMF was removed and the residue was purified by column chromatography (EA:PE=1 :10) to afford of 22c (149mg, 26.6% yield).

The synthetic route of 214614-81-0 has been constantly updated, and we look forward to future research findings.